P-Cresol → HCID 54398422, compound

HRID 216701Notes

Reaction equation

HRID 216701 reaction equation
[CH:1]1[C:6]([OH:7])=[CH:5][CH:4]=[C:3]([CH3:8])[CH:2]=1.FC(F)(F)S(O)(=O)=O.[CH2:17]=[CH:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[CH:17]([C:5]1[C:6]([OH:7])=[C:1]([CH:17]=[CH:18][C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[CH:2]=[C:3]([CH3:8])[CH:4]=1)=[CH:18][C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1

Participants

4

Reactant 3

HCID 2879P-Cresol2×HCID 7501Styrene3×HCID 62406Trifluoromethanesulfonic acid

Product 1

HCID 54398422HCID 54398422, compound

Conditions

Temperature
70 °C

Procedure

To a one liter round-bottomed flask equipped with a stirrer, thermometer, and addition funnel was charged 151.3 grams (1.4 moles) of p-cresol. The mixture was heated to 70° C., followed by the addition of 5 μL of trifluoromethane sulfonic acid via a 100 μL syringe. Under a nitrogen blanket, 284.5 grams (2.73 moles) of styrene was placed into the funnel and then added dropwise, with stirring, over a period of three hours. During styrene addition, the pot temperature did not exceed 80° C. Stirring was continued at a pot temperature of 70° C. for a period of 1.5 hours after all the styrene had been added. The resultant styrenated p-cresol composition analyzed as follows:

Workup

  1. customTo a one liter round-bottomed flask equipped with a stirrer
  2. additionthermometer, and addition funnel
  3. additionadded dropwise
  4. customdid not exceed 80° C
  5. stirringStirring
  6. waitwas continued at a pot temperature of 70° C. for a period of 1.5 hours

Sources & evidence

ORD record
ord-e5fa44359f0744489b26963199172756
Source dataset
uspto-grants-2012_06
Patent number
US08193260B2

Reaction notes

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